2-Amino-2-(naphthalen-2-yl)acetic acid

Base Information

• Chemical Name: 2-Amino-2-(naphthalen-2-yl)acetic acid
• CAS No.: 33741-78-5
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2922499990
• European Community (EC) Number: 846-734-2
• Mol file: 33741-78-5.mol

Synonyms:33741-78-5;2-amino-2-(naphthalen-2-yl)acetic acid;AMINO-NAPHTHALEN-2-YL-ACETIC ACID;amino(naphthalen-2-yl)acetic acid;2-amino-2-naphthalen-2-ylacetic acid;2-(NAPHTHALEN-2-YL)-DL-GLYCINE;MFCD02662462;SCHEMBL159191;SCHEMBL10077531;XAJPMFUAJFQIIT-UHFFFAOYSA-N;BBL008188;STK088734;AKOS000184033;AB11993;AB30494;AB33270;AS-36003;2-AMINO-2-(2-NAPHTHYL)ACETIC ACID;BB 0249667;CS-0072662;FT-0689875;NC(C(O)=O)C1=CC2=CC=CC=C2C=C1;EN300-130456;W-202384;F2167-0159;Amino-naphthalen-2-yl-acetic acid (H-DL-Gly(naphth-2-yl)-OH)

Chemical Property of 2-Amino-2-(naphthalen-2-yl)acetic acid

Chemical Property:

• Vapor Pressure: 4.76E-07mmHg at 25°C
• Refractive Index: 1.68
• Boiling Point: 398 °C at 760 mmHg
• PKA: 1.94±0.30(Predicted)
• Flash Point: 194.5 °C
• PSA: 63.32000
• Density: 1.294g/cm³
• LogP: 2.62450
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99%, ^*data from raw suppliers

2-Amino-2-(naphthalen-2-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(C(=O)O)N

Technology Process of 2-Amino-2-(naphthalen-2-yl)acetic acid

There total 10 articles about 2-Amino-2-(naphthalen-2-yl)acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-(naphthalen-2-yl)-2-oxoacetic acid (14289-45-3) → DL-2-Amino-2-(2-naphthyl)acetic acid (33741-78-5,93779-34-1)

Guidance literature:

With 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; ammonium formate; In methanol; at 80 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201303541

Reference yield: 96.0%

→ DL-2-Amino-2-(2-naphthyl)acetic acid (33741-78-5,93779-34-1)

Guidance literature:

With ammonium formate; In methanol; at 80 ℃; for 0.166667h; Inert atmosphere;

With formic acid; C₂₉H₃₂ClIrNO; triethylamine; In methanol; at 80 ℃;

Reference yield:

5N-hydrochloric acid + 5-(naphthalen-2-yl)imidazolidine-2,4-dione (95361-30-1) → DL-2-Amino-2-(2-naphthyl)acetic acid (33741-78-5,93779-34-1)

Guidance literature:

With hydrogenchloride; In sodium hydroxide;

upstream raw materials:

5-(naphthalen-2-yl)imidazolidine-2,4-dione

β-naphthaldehyde

2-(naphthalen-2-yl)-2-oxoacetic acid

methyl 2'-naphthoylformate

Downstream raw materials:

Dl-2-t-butoxycarbonylamino-2-(2-naphthyl)-acetic acid

2-(naphthalen-2-yl)-2-oxoacetic acid

(S)-(2-naphthyl)glycine

(6R,7R)-7-(2-tert-Butoxycarbonylamino-2-naphthalen-2-yl-acetylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Refernces

• 1、 Tanaka, Kouichi,Miki, Takashi,Murata, Kunihiko,Yamaguchi, Ayumi,Kayaki, Yoshihito,Kuwata, Shigeki,Ikariya, Takao,Watanabe, Masahito. "Reductive amination of ketonic compounds catalyzed by Cp*Ir(III) complexes bearing a picolinamidato ligand". . p. 10962 - 10977. Retrieved 2019/09/03.
• 2、 Talwar, Dinesh,Salguero, Noemi Poyatos,Robertson, Craig M.,Xiao, Jianliang. "Primary amines by transfer hydrogenative reductive amination of ketones by using cyclometalated IrIII catalysts". supporting information. p. 245 - 252. Retrieved 2014/01/17.